Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.
A family of 9-amino(9-deoxy) epicinchonine derivatives, possessing a range of mono- and bidentate hydrogen bond donor groups at the 9-position, were synthesised and evaluated for asymmetric organocatalytic activity in the dimethyl malonate Michael addition to beta-nitrostyrene; thiourea derivative w...
Main Authors: | , , |
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Format: | Journal article |
Language: | English |
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2005
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_version_ | 1797092949126807552 |
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author | Ye, J Dixon, D Hynes, P |
author_facet | Ye, J Dixon, D Hynes, P |
author_sort | Ye, J |
collection | OXFORD |
description | A family of 9-amino(9-deoxy) epicinchonine derivatives, possessing a range of mono- and bidentate hydrogen bond donor groups at the 9-position, were synthesised and evaluated for asymmetric organocatalytic activity in the dimethyl malonate Michael addition to beta-nitrostyrene; thiourea derivative was identified as the most effective bifunctional organic catalyst and found to induce high enantioselectivity in the malonate ester Michael addition reaction to a range of nitro olefins. |
first_indexed | 2024-03-07T03:53:19Z |
format | Journal article |
id | oxford-uuid:c20493d8-b06c-4cd7-a0a7-73edea552500 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-07T03:53:19Z |
publishDate | 2005 |
record_format | dspace |
spelling | oxford-uuid:c20493d8-b06c-4cd7-a0a7-73edea5525002022-03-27T06:05:55ZEnantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:c20493d8-b06c-4cd7-a0a7-73edea552500EnglishSymplectic Elements at Oxford2005Ye, JDixon, DHynes, PA family of 9-amino(9-deoxy) epicinchonine derivatives, possessing a range of mono- and bidentate hydrogen bond donor groups at the 9-position, were synthesised and evaluated for asymmetric organocatalytic activity in the dimethyl malonate Michael addition to beta-nitrostyrene; thiourea derivative was identified as the most effective bifunctional organic catalyst and found to induce high enantioselectivity in the malonate ester Michael addition reaction to a range of nitro olefins. |
spellingShingle | Ye, J Dixon, D Hynes, P Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives. |
title | Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives. |
title_full | Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives. |
title_fullStr | Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives. |
title_full_unstemmed | Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives. |
title_short | Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives. |
title_sort | enantioselective organocatalytic michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives |
work_keys_str_mv | AT yej enantioselectiveorganocatalyticmichaeladditionofmalonateesterstonitroolefinsusingbifunctionalcinchoninederivatives AT dixond enantioselectiveorganocatalyticmichaeladditionofmalonateesterstonitroolefinsusingbifunctionalcinchoninederivatives AT hynesp enantioselectiveorganocatalyticmichaeladditionofmalonateesterstonitroolefinsusingbifunctionalcinchoninederivatives |